Winona Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Winona

Relaxing Country Stay with Events Welcome!

Winona
9.8 out of 10, Exceptional, (19)
"Perfext for a quick visit with our grandkids"
United States
stephanie b.
The price is NZ$282
includes taxes & fees
16 Nov - 17 Nov
Relaxing Country Stay with Events Welcome!

Cora's Cabins

3.0 star property
Tyler
9.4 out of 10, Exceptional, (154)
"It was exactly what we needed a quiet getaway from the kids to allow us to unwind. "
United States
Matthew
The price is NZ$256
includes taxes & fees
25 Nov - 26 Nov
Cora's Cabins

Charming and Historic Holly Cottage Carriage House in Downtown Tyler

2.0 star property
Tyler
9.8 out of 10, Exceptional, (26)
"Private garden was very beautiful. Host was friendly and very kind to share the garden with us."
United States
Linda
The price is NZ$259
includes taxes & fees
12 Nov - 13 Nov
Charming and Historic Holly Cottage Carriage House in Downtown Tyler

THE FAIRWAY: Modern 3BR with beautiful golf course views and convenient location

Longview
10.0 out of 10, Exceptional, (35)
"Weekend rental to attend a family event. Property was perfect for our family of five to have a place to rest, share meals, have a nice place to relax, and centrally located to all locations we needed to go to. Thank you for a great stay! "
United States
Rachelle N.
THE FAIRWAY: Modern 3BR with beautiful golf course views and convenient location

HIDEAWAY at HAWKINS!East TX LAKEFRONT Cabin in the Trees-Firepit-Private dock🐟

Hawkins
10.0 out of 10, Exceptional, (246)
"The house was perfect and the area really pretty. Great place to relax and enjoy life. "
United States
Michael B.
HIDEAWAY at HAWKINS!East TX LAKEFRONT Cabin in the Trees-Firepit-Private dock🐟

Grable Creek Farmhouse

Longview
9.8 out of 10, Exceptional, (39)
"Very cute house. I love all the decorations. "
United States
Angela F.
Grable Creek Farmhouse

Mineola "Mane" Stay Cabin Near Downtown & Adjacent to Mineola Nature Preserve

Mineola
10.0 out of 10, Exceptional, (18)
"This is are second time staying here and it met all our needs! Highly recommend."
United States
Tommy B.
Mineola "Mane" Stay Cabin Near Downtown & Adjacent to Mineola Nature Preserve

Cabin with Pond, Trails, and Farm Experience

Flint
9.8 out of 10, Exceptional, (67)
"Visited for my daughter's birthday. Could not have asked for more. Amazing stay."
United States
Michael D.
The price is NZ$584
includes taxes & fees
4 Dec - 5 Dec
Cabin with Pond, Trails, and Farm Experience

3-bedroom house with WiFi and AC in Lindale close to downtown and I-20

Lindale
9.8 out of 10, Exceptional, (6)
"Thank you for a wonderful one-night stay that helped us break up a long trip. Your home was well-appointed and warm and welcoming. We felt comfortable as soon as we arrived and the neighborhood chickens were a fun surprise the next morning when we got ready to leave. Thank you!"
United States
Kelli R.
The price is NZ$358
includes taxes & fees
16 Nov - 17 Nov
3-bedroom house with WiFi and AC in Lindale close to downtown and I-20

City Zen: Modern Country Retreat

Lindale
10.0 out of 10, Exceptional, (14)
"This house was perfect! We came into town for a small bachelorette trip. There was plenty of seating and sleeping space for everyone. The girls thoroughly enjoyed this place! "
United States
Hope R.
The price is NZ$726
includes taxes & fees
12 Nov - 13 Nov
City Zen: Modern Country Retreat

Texas Grand Retreat!

Tyler
8.8 out of 10, Excellent, (3)
"The duplex was clean, very nice being close zoo with having two kiddos. Communication was easy and fast!"
United States
Alisha G.
Texas Grand Retreat!

Stay Tyler @Royal Hills

Tyler
10.0 out of 10, Exceptional, (11)
"We rented this place to stay in while in town for our friends' kid's bday party "
United States
Sarah D.
The price is NZ$607
includes taxes & fees
16 Nov - 17 Nov
Stay Tyler @Royal Hills

Magnolia Pines @ Holly Lake Ranch +++++ Bunkhouse Addition Available

Hawkins
10.0 out of 10, Exceptional, (91)
"Beautiful property & lovely hosts. Kitchen was well stocked & everything was labeled and laid out so well. We really enjoyed our relaxing week! "
United States
Leslie Y.
Magnolia Pines @ Holly Lake Ranch +++++ Bunkhouse Addition Available

Guesthouse on peaceful 11+ acre homestead! Pet friendly!

Tyler
10.0 out of 10, Exceptional, (30)
"It felt like home."
United States
BILL
The price is NZ$188
includes taxes & fees
25 Nov - 26 Nov
Guesthouse on peaceful 11+ acre homestead! Pet friendly!

Tyler's Texas Rose, a beautiful 2BR/1BA house with back yard

Tyler
8.2 out of 10, Very good, (14)
"This home was perfect for our little weekend getaway. It was just off the square with plenty of access to everything you need in a quiet neighborhood. "
United States
Kaylee D.
Tyler's Texas Rose, a beautiful 2BR/1BA house with back yard

Cana Cottage | Farm Stay

Tyler
10.0 out of 10, Exceptional, (41)
"Enjoyed the stay! Super cute place and perfect for my husband and I! "
United States
Beverly S.
The price is NZ$203
includes taxes & fees
12 Nov - 13 Nov
Cana Cottage | Farm Stay

STAY TYLER @ Vine- near shops- Fast Wifi

Tyler
10.0 out of 10, Exceptional, (55)
"Very clean and had everything we needed for our quick overnight trip."
United States
Melissa D.
The price is NZ$571
includes taxes & fees
18 Nov - 19 Nov
STAY TYLER @ Vine- near shops- Fast Wifi

BestStays@Queen Bee Cozy for couples and small families

Tyler
8.8 out of 10, Excellent, (5)
"Furnished just right. A/C could work a little better and slight sewer smell in bath"
United States
Eddie G.
BestStays@Queen Bee Cozy for couples and small families

STAY TYLER @ Faulkner- amazing location

Tyler
10.0 out of 10, Exceptional, (30)
"Brought down some of my family for a funeral of my sister in Tyler. Very nice, new property and clean with complimentary coffee, etc. Easy checkin and nice owners."
United States
Michael K.
The price is NZ$618
includes taxes & fees
12 Nov - 13 Nov
STAY TYLER @ Faulkner- amazing location

STAY TYLER @Alamo Lux Livin up to 11-Fast wifi

Tyler
10.0 out of 10, Exceptional, (77)
"Awesome place, we loved it! "
United States
Steven C.
The price is NZ$595
includes taxes & fees
16 Nov - 17 Nov
STAY TYLER @Alamo Lux Livin up to 11-Fast wifi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Winona Hotel Reviews

Find out more about Winona

Everything you need to know about Winona holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winona holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winona holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winona holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winona. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winona holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winona holiday rentals we have selected for you start as low as NZ$188 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winona holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Winona?

Yes, there are holiday rentals in Winona close to Mrs. Lee's Daffodil Garden, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winona has to offer?

Relaxing Country Stay with Events Welcome!: This highly rated holiday home rental in Winona offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Winona?

Explore the area and family-friendly sights such as Caldwell Zoo, or get out into nature at a spot like Mrs. Lee's Daffodil Garden. Tyler State Park and Pine Springs Golf Course are a couple of places you'll find in the wider area.

What’s a holiday rental in Winona like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winona. Holiday rentals offer extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips.